Category: amides-buliding-blocks

These common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 4-Fluorobenzenesulfonamide

EXAMPLE 11; Preparation of racemic (2’S, 3S, 4’R)-6-chloro-4′-{5-chloro-2-[1-(4-fluoro-benzenesulfonylaminocarbonyl)-cyclobutoxy]-phenyl}-2′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione; A solution of racemic (2’S, 3S, 4’R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-cyclobutoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg, 0.086 mmol) and CDI (28 mg, 0.17 mmol) in DMF (0.5 mL) was heated at 60 C. for 30 min, and then cooled to root temperature. To this solution was added a mixture of 4-fluoro-benzenesulfonamide (175 mg, 1 mmol) and NaH (40 mg, 60%, 1 mmol) in DMF (1 mL). The resulting mixture was stirred at room temperature for 10 min, purified by prep-HPLC to give the title compound as a white solid (20 mg).

The synthetic route of 4-Fluorobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
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Synthetic Route of 154350-29-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 154350-29-5, name is Cyclopropanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a toluene 85ml solution of (1R, 5S, 6r)-tert- butyl 6- (3-bromophenyl) -6-ethyl-3-azabicyclo [3.1.0] hexane-3-carboxylate8.54g (23.3mmol) obtained in Reference Example 1- (b), under an argonatmosphere, with stirring at room temperature, cyclopropanesulfonamide3.67g (30.3mmol), potassium carbonate 4.51g (32.6mmol), bis (eta3- allyl -mu-chloro palladium) 0.170g (0.465mmol) and tert- butyl XPhos0.600g (1.41mmol)were added, and the mixture was stirred for 1 hour at 110 .After completion of the reaction, water was added to the reaction mixture, andthe mixture was extracted with toluene. The organic layer was dried over anhydrous magnesium sulfate, andconcentrated under reduced pressure. The residue was subjected to silica gelcolumn chromatography (eluent hexane: ethyl acetate = 80: 20 ? 70: 30 (V / V)),and the fractions containing the desired product were concentrated underreduced pressure, and the precipitated solid was sonicated with a solution ofhexane: acetic acid ethyl = 1: 1 (V / V) and stirred, and by filtration, thetitle compound 7.86g as a white solid (83percent yield) was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Cyclopropanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANWA KAGAKU KENKYUSHO COMPANY LIMITED; UBE INDUSTRIES,LIMITED; TANIKO, KAORI; MIYAZAWA, TOSHIYUKI; KANEKO, TATSUROH; KURUMAZUKA, DAISUKE; HARADA, SATOKO; IZUCHI, TOHRU; OKABE, MORIO; IWAMURA, RYO; TSUZAKI, YASUNORI; SETOGUCHI, HIROYUKI; IMURA, YUUKI; AKAZA, HIROTO; SHIMIZU, MOTOHISA; KIMURA, TOMIO; (73 pag.)JP5860192; (2016); B2;,
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Adding a certain compound to certain chemical reactions, such as: 96-30-0, name is 2-Chloro-N-methylacetamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 96-30-0, Application In Synthesis of 2-Chloro-N-methylacetamide

The compound prepared in Reference Example 20 (50 mg)In DMF (0.5 mL)Potassium carbonate (33 mg)And tetrabutylammonium iodide(4.4 mg),Subsequently, 2-chloro-N-methylacetamide(25.7 mg) at room temperature.The reaction mixture was stirred at 50 C. overnight.The reaction mixture was diluted with ethyl acetate,Saturated ammonium chloride aqueous solution and water were added,And extracted with ethyl acetate. The obtained organic layer was washed with water,Washed with 20% brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (Yamazen automatic purification device) to obtain the title compound having the following physical property values(51 mg).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; Asada, Masaki; Tani, Masaya; Hiroshi, Masaya; Higuchi, Satoru; Fuchibe, Kazuhiro; Oikawa, Rei; Otani, Toru; Takano, Hiroshi; (116 pag.)JP2018/87189; (2018); A;,
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Related Products of 61903-11-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 61903-11-5, name is 1-(1,4-Diazepan-1-yl)ethanone belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of the product of example Ii (160 mg), JV-acetylhomopiperazine (89 mg), DIPEA (370 muL) and HATU (192 mg) in dichloromethane (5 ml) was stirred at 400C for 1 h. The reaction mixture was diluted with ethyl acetate and washed with an aqueous HCl solution (0.2 M), water and brine. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel in heptane/ethyl acetate [10/0 ? 8/2 (v/v)] as eluent.Yield: 230 mg; hFSHRago (CHO luc) EC50 = 5.2 nM

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(1,4-Diazepan-1-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2009/98283; (2009); A1;,
Amide – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H20N2O2

Combined 6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l-yl)nicotinic acid (200 mg, 0.65 mmol) HATU (372 mg, 0.98 mmol), and Et3N (198 mg, 1.96 mmol) in DMF (3.0 mL) . The mixture was stirred at room temperature for 0.5 hour, then tert-butyl (3- aminopropyl)(methyl)carbamate (147.39 mg, 0.79 mmol) was added. The mixture was stirred overnight at room temperature. The reaction mixture was purified by preparative HPLC to give tert-butyl (3-(6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l- yl)nicotinamido)propyl)(methyl)carbamate (150 mg, 48%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; DAVIS, Melinda; IVETAC, Anthony; JONES, Benjamin; KIRYANOV, Andre, A.; KUEHLER, Jon; LANIER, Marion; MIURA, Joanne; MURPHY, Sean; WANG, Xiaolun; WO2014/160810; (2014); A1;,
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Electric Literature of 14719-21-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

step 1: A single jar was charged with compound dG-I (0.25 g, 0.4 mmol) Lmmo 1) and Pd (PPh3) 4 (48 mg; 0.04 mmol) were weighed into a reaction vial, Vacuum, nitrogen protection, wrapped in aluminum, add 10ml DMF, Stirring dissolved, TEA (0. 088 g; 0.8 mmol) and trifluoroacetylpropargylamine (0.2 g; 1.2 mmol) were injected, 50 C stirring 13 hours after the end of the reaction, The residue was dissolved in of ethyl acetate, Washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution, Dried over anhydrous sodium sulfate, concentrated and purified by column chromatography [V (ethyl acetate): V (n-hexane) = 1: 3] To obtain 0.1 g of a white solid, dG (AP3), in a yield of 39%

The synthetic route of 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Jiao Tong University; SHEN, YUMEI; SHAO, ZHIFENG; GONG, BING; LIU, YAZHI; ZHAO, XIAODONG; JIANG, MIN; LI, XIAOWEI; TANG, DAONIAN; WU, XINYAN; (19 pag.)CN103601779; (2016); B;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 193751-54-1, name is tert-Butyl cyclopent-3-en-1-ylcarbamate, A new synthetic method of this compound is introduced below., Computed Properties of C10H17NO2

Example 32Synthesis of cis-(6-oxa-bicyclo[3.1.0]hex-3-yl)-carbamic acid tert-butyl ester (IV-2)Solid NaHCO3 (0.0167 mol) and m-CPBA (0.0128 mol) were added in portions to a stirred solution of cyclopent-3-enyl-carbamic acid tert-butyl ester IV-1 (0.0093 mol) in CH2Cl2 (60 mL). The mixture was stirred at 0 C for the first 2 h of the reaction and then allowed to stir for about 48 h at room temperature. Aqueous 20% Na2SO3 (30 mL) was added, and the two layers were separated. The aqueous layer was extracted with CH2Cl2 (20 mL x 3), and the combined organic layers were washed with 20% Na2SO3 (30 mL x 1), 5 % NaHCO3 (30 mL x 1), and water (30 mL x 1 ). The combined organic phase was concentrated in vacuo, and the residue was purified by column chromatography (silica gel, 100% dichloromethane) to give pure product as a colorless oil (64%).

The synthetic route of 193751-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHWESTERN UNIVERSITY; SILVERMAN, Richard, B.; JI, Haitao; LAWTON, Graham, R.; WO2008/42353; (2008); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 78191-00-1, name is N-Methoxy-N-methylacetamide, A new synthetic method of this compound is introduced below., Quality Control of N-Methoxy-N-methylacetamide

To 2,7-dibromonaphthalene (1 g, 3.50 mmol) in anhydrous tetrahydrofuran (18 mL), at -78 C. and under an atmosphere of nitrogen, was added a solution of n-butyllithium (2.5 M in hexanes, 1.5 mL, 3.67 mmol) dropwise. The reaction was stirred at -78 C. for 20 min after which N-methoxy-N-methylacetamide (409 muL, 3.85 mmol) was added. After 15 min, the reaction was warmed to RT and stirred for 30 min. The reaction was quenched with 2 M hydrochloric acid and extracted twice with dichloromethane. The combined organic layers were dried through a hydrophobic frit and concentrated in vacuo. The product was purified by silica flash chromatography (iso-hexanes/ethyl acetate, 7/1) to afford the title compound (650 mg, 75%) as a colorless solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Gilead Sciences, Inc.; Selcia Limited; Aciro, Caroline; Dean, David Kenneth; Dunbar, Neil Andrew; Highton, Adrian John; Jansa, Petr; Karki, Kapil Kumar; Keats, Andrew John; Lazarides, Linos; Mackman, Richard L.; Pettit, Simon N.; Poullennec, Karine G.; Schrier, Adam James; Siegel, Dustin; Steadman, Victoria Alexandra; (169 pag.)US2017/190737; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 61903-11-5, These common heterocyclic compound, 61903-11-5, name is 1-(1,4-Diazepan-1-yl)ethanone, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Lithium aluminum hydride (38.2 ml, 38.19 mmol) was added to 1-(1,4-diazepan-1-yl)ethanone (1.697 g, 11.93 mmol) in THF (59.7 ml) at 0 C. under nitrogen. The resulting solution was stirred at ambient temperature for 1 h and then at 60 C. for 1 h. The cooled reaction mixture was poured onto ice (500 mL), acidified with HCl (2M aqueous solution) and purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford 1-ethyl-1,4-diazepane (0.610 g, 40%) as a yellow liquid. This was used directly with no further purification. 1H NMR (399.9 MHz, CDCl3) delta 1.07 (3H, t), 1.74-1.80 (2H, m), 2.58 (2H, q), 2.64-2.70 (4H, m), 2.89-2.95 (4H, m).

Statistics shows that 1-(1,4-Diazepan-1-yl)ethanone is playing an increasingly important role. we look forward to future research findings about 61903-11-5.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 37073-15-7, name is 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Product Details of 37073-15-7

General procedure: A mixture of alpha,beta-unsaturated aromatic or aliphatic acid (10 mmol), CH3SO2Bt (10 mmol) and Et3N (15 mmol) were refluxed in dry THF (50 mL) overnight. The solvent was evaporated and the residue was dissolved in CH2Cl2 (100 mL). The organic phase was washed with brine (3 times) and dried over anhydrous Na2SO4. The organic phase was concentrated under vacuum to give a crude product, which could be further purified by recrystallization from a proper solvent.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Xia, Ziming; Lv, Xin; Wang, Wencun; Wang, Xiaoxia; Tetrahedron Letters; vol. 52; 38; (2011); p. 4906 – 4910;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics